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چکیده
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Electrochemical oxidation of some para-diamines derivatives (N,N-diethyl-p-phenylenediamine (1), 4-morpholinoaniline (2) and 2,5-diethoxy 4-morpholinoaniline (3) ) in acidic solution has been investigated both experimentally and theoretically to provide insight into the influence of some factors on the hydrolysis reaction rate. Despite structural similarity of studied species there is a significant difference in the rate of hydrolysis. The result of this work shows that the electrogenerated p-quinonediimines (1Hox2+, 2Hox2+ and 3Hox2+) participate in the hydrolysis reaction and are converted to their p-benzoquinones (2d and 3c). The hydrolysis reaction rate strongly depends on the structure of the p-quinonedimines. The effect of charge of reaction site (C1 and C4) and N=C bond orders (Wiberg Bond Indices, WBIs) on the hydrolysis rate were studied. All calculations were performed using Density Functional Theory (DFT) B3LYP level of theory and 6-311+G (p,d) basis set.
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